4-(5-phenyltetrazol-2-ylmethyl)-1,2,3-triazol-1-ylacetonitrile | 757995-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-phenyltetrazol-2-ylmethyl)-1,2,3-triazol-1-ylacetonitrile
• 英文别名: 2-[4-(5-Phenyltetrazol-2-ylmethyl)-1,2,3-triazol-1-yl]acetonitrile；2-[4-[(5-phenyltetrazol-2-yl)methyl]triazol-1-yl]acetonitrile
• CAS: 757995-76-9
• 化学式: C₁₂H₁₀N₈
• 分子量: 266.265
• InChiKey: GRBTZURKMARIBS-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C(Solv: butyl acetate (123-86-4); hexane (110-54-3))
• 沸点：
  569.0±60.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(5-phenyltetrazol-2-ylmethyl)-1,2,3-triazol-1-ylacetonitrile 在 sodium azide 、 二乙胺盐酸盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以79%的产率得到4-(5-phenyltetrazol-2-ylmethyl)-1-(tetrazol-5-yl)-1,2,3-trizole
  参考文献：
  名称：

  Synthesis of Polynuclear Nonfused Azoles

  摘要：

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.

  DOI：

  10.1023/b:rujo.0000019746.10504.f3
• 作为产物：
  描述：

  5-苯基四氮唑 在 三乙胺 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 4-(5-phenyltetrazol-2-ylmethyl)-1,2,3-triazol-1-ylacetonitrile
  参考文献：
  名称：

  Synthesis of Polynuclear Nonfused Azoles

  摘要：

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.

  DOI：

  10.1023/b:rujo.0000019746.10504.f3